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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 03:12:42 UTC

Update Date

2022-03-07 02:57:03 UTC

HMDB ID

HMDB0041523

Secondary Accession Numbers

HMDB41523

Metabolite Identification

Common Name

cis-Goniothalamicin

Description

cis-Goniothalamicin belongs to the class of organic compounds known as annonaceous acetogenins. These are waxy derivatives of fatty acids (usually C32 or C34), containing a terminal carboxylic acid combined with a 2-propanol unit at the C-2 position to form a methyl- substituted alpha,beta-unsaturated-gamma-lactone. One of their interesting structural features is a single, adjacent, or nonadjacent tetrahydrofuran (THF) or tetrahydropyran (THP) system with one or two flanking hydroxyl group(s) at the center of a long hydrocarbon chain. Based on a literature review a small amount of articles have been published on cis-Goniothalamicin.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 05061312432D          

 42 43  0  0  0  0            999 V2000
   -2.0386   18.8763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5281   24.6302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3242   18.4638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6097   18.8763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1048   18.4638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8193   18.8763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5337   18.4638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2482   18.8763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9627   18.4638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6771   18.8763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3916   18.4638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1061   18.8763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8206   18.4638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2727   20.7922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4523   20.7060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6083   21.5459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5350   18.8763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1167   19.9523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4288   21.6321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2495   18.4638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9607   19.1124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1402   19.0262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7647   17.6433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5717   17.4718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7274   23.3972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5848   22.4720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8136   24.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9204   23.2257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2962   19.8661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7643   22.3858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9640   18.8763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8046   18.2725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6784   18.4638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9842   18.1862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5079   23.9402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8113   20.5335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2794   23.0532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9640   19.7013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2896   17.6050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6874   24.0264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0599   24.5533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4321   18.7993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 15 14  1  0  0  0  0
 16 14  1  0  0  0  0
 17 13  1  0  0  0  0
 18 15  1  0  0  0  0
 19 16  1  0  0  0  0
 20 17  1  0  0  0  0
 22 21  1  0  0  0  0
 24 23  1  0  0  0  0
 27  2  1  0  0  0  0
 27 25  1  0  0  0  0
 28 25  2  0  0  0  0
 28 26  1  0  0  0  0
 29 18  1  0  0  0  0
 29 21  1  0  0  0  0
 30 19  1  0  0  0  0
 30 26  1  0  0  0  0
 31 20  1  0  0  0  0
 32 22  1  0  0  0  0
 33 23  1  0  0  0  0
 33 31  1  0  0  0  0
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 38 31  1  0  0  0  0
 39 32  1  0  0  0  0
 40 35  2  0  0  0  0
 41 27  1  0  0  0  0
 41 35  1  0  0  0  0
 42 33  1  0  0  0  0
 42 34  1  0  0  0  0
M  END

HMDB0041523
     RDKit          3D
cis-Goniothalamicin
106107  0  0  0  0  0  0  0  0999 V2000
  -13.0691   -2.0064   -0.3619 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5584   -1.6918   -0.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8766   -2.9233    0.3556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4458   -2.9742    0.6117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7378   -2.1928    1.6136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7528   -0.6990    1.4566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9285   -0.0278    2.5114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8065    1.4320    2.5077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0671    2.1558    1.4641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5116    1.9928    0.0691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6826    2.9404   -0.8348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2214    2.5711   -0.7246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4380    3.4957   -1.6320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9567    3.2280   -1.6034 C   0  0  0  0  0  0  0  0  0  0  0  0
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 33 99  1  0
 34100  1  0
 34101  1  0
 36102  1  0
 37103  1  0
 38104  1  0
 38105  1  0
 38106  1  0
M  END


  Mrv0541 05061312432D          

 42 43  0  0  0  0            999 V2000
   -2.0386   18.8763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5281   24.6302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3242   18.4638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6097   18.8763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1048   18.4638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8193   18.8763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5337   18.4638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2482   18.8763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9627   18.4638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6771   18.8763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3916   18.4638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1061   18.8763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8206   18.4638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2727   20.7922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4523   20.7060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6083   21.5459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5350   18.8763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1167   19.9523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4288   21.6321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2495   18.4638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9607   19.1124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1402   19.0262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7647   17.6433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5717   17.4718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7274   23.3972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5848   22.4720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8136   24.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9204   23.2257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2962   19.8661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7643   22.3858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9640   18.8763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8046   18.2725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6784   18.4638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9842   18.1862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5079   23.9402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8113   20.5335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2794   23.0532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9640   19.7013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2896   17.6050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6874   24.0264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0599   24.5533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4321   18.7993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 15 14  1  0  0  0  0
 16 14  1  0  0  0  0
 17 13  1  0  0  0  0
 18 15  1  0  0  0  0
 19 16  1  0  0  0  0
 20 17  1  0  0  0  0
 22 21  1  0  0  0  0
 24 23  1  0  0  0  0
 27  2  1  0  0  0  0
 27 25  1  0  0  0  0
 28 25  2  0  0  0  0
 28 26  1  0  0  0  0
 29 18  1  0  0  0  0
 29 21  1  0  0  0  0
 30 19  1  0  0  0  0
 30 26  1  0  0  0  0
 31 20  1  0  0  0  0
 32 22  1  0  0  0  0
 33 23  1  0  0  0  0
 33 31  1  0  0  0  0
 34 24  1  0  0  0  0
 34 32  1  0  0  0  0
 35 28  1  0  0  0  0
 36 29  1  0  0  0  0
 37 30  1  0  0  0  0
 38 31  1  0  0  0  0
 39 32  1  0  0  0  0
 40 35  2  0  0  0  0
 41 27  1  0  0  0  0
 41 35  1  0  0  0  0
 42 33  1  0  0  0  0
 42 34  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041523

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCCCCCC(O)C1CCC(O1)C(O)CCC(O)CCCCCC(O)CC1=CC(C)OC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C35H64O7/c1-3-4-5-6-7-8-9-10-11-12-13-17-20-31(38)33-23-24-34(42-33)32(39)22-21-29(36)18-15-14-16-19-30(37)26-28-25-27(2)41-35(28)40/h25,27,29-34,36-39H,3-24,26H2,1-2H3

> <INCHI_KEY>
NBVJDUCRUAUMAA-UHFFFAOYSA-N

> <FORMULA>
C35H64O7

> <MOLECULAR_WEIGHT>
596.8785

> <EXACT_MASS>
596.465204402

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
74.79664298163802

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-methyl-3-{2,8,11-trihydroxy-11-[5-(1-hydroxypentadecyl)oxolan-2-yl]undecyl}-2,5-dihydrofuran-2-one

> <ALOGPS_LOGP>
6.31

> <JCHEM_LOGP>
7.706254638000001

> <ALOGPS_LOGS>
-5.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.34140076312885

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.832941834601556

> <JCHEM_PKA_STRONGEST_BASIC>
-2.686196750949173

> <JCHEM_POLAR_SURFACE_AREA>
116.45000000000002

> <JCHEM_REFRACTIVITY>
169.3432

> <JCHEM_ROTATABLE_BOND_COUNT>
26

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.72e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
goniothalamicin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041523
     RDKit          3D
cis-Goniothalamicin
106107  0  0  0  0  0  0  0  0999 V2000
  -13.0691   -2.0064   -0.3619 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5584   -1.6918   -0.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8766   -2.9233    0.3556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4458   -2.9742    0.6117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7378   -2.1928    1.6136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7528   -0.6990    1.4566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9285   -0.0278    2.5114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8065    1.4320    2.5077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0671    2.1558    1.4641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5116    1.9928    0.0691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6826    2.9404   -0.8348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2214    2.5711   -0.7246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4380    3.4957   -1.6320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9567    3.2280   -1.6034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6630    1.8346   -2.0418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1139    1.6237   -3.3386 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1931    1.4705   -1.9280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1105   -0.0145   -2.2077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4088   -0.5561   -0.8066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7580    0.5092    0.0454 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6299   -0.0365    0.3868 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4822   -1.1992    1.1208 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4719    0.9729    1.0648 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8414    0.4871    1.4492 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6940   -0.0013    0.3545 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1806   -1.0959   -0.3350 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1588   -0.2842    0.7465 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8564    0.8968    1.2228 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2346    0.8984    1.6805 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3783    0.4960    0.8651 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5052   -0.9053    0.4021 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7639   -1.0889   -0.4619 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8482   -2.4045   -0.8704 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9582   -0.6181    0.3052 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2224   -0.7895   -0.4863 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2396   -1.5253   -0.0934 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2946   -1.4465   -1.1320 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5624   -2.8094   -1.6936 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7655   -0.6152   -2.1415 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4998   -0.1843   -1.7849 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7523    0.5836   -2.4707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6964    1.6694   -0.6693 O   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7011   -1.1529   -0.1320 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1372   -2.2545   -1.4354 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2959   -2.9245    0.1957 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1839   -1.2255   -1.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6529   -0.8872    0.6838 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4735   -3.3198    1.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1023   -3.7122   -0.4373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9072   -2.8291   -0.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2044   -4.0867    0.8151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0070   -2.4887    2.6682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6301   -2.4698    1.5715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8326   -0.3877    1.6334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5077   -0.3844    0.4607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8999   -0.5254    2.5759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3747   -0.3292    3.5179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8943    1.8323    2.4376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5228    1.8173    3.5502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0778    3.2544    1.7447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9711    1.8143    1.5873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5798    2.1215   -0.0632 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.9161    3.9596   -0.5048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8008    2.7211    0.2927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1483    1.5075   -0.9866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8443    3.5366   -2.6600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5705    4.5236   -1.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5066    3.9493   -2.3455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5067    3.4531   -0.6243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2471    1.1189   -1.3862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3202    1.7314   -3.9353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6354    2.0417   -2.6708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0730   -0.2442   -2.4813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8681   -0.3817   -2.9001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9175   -1.5462   -0.6776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4941   -0.6039   -0.6304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3524    0.5992    0.9784 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1390   -0.3270   -0.5855 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6500   -2.0033    0.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9603    1.2074    2.0548 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5187    1.9506    0.5185 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3264    1.3775    1.9536 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6487   -0.3053    2.2435 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7050    0.8258   -0.4318 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9175   -1.6626   -0.7085 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1050   -1.0760    1.5221 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5530   -0.7384   -0.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7765    1.6923    0.4004 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2184    1.3533    2.0601 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3031    0.2753    2.6455 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5057    1.9326    2.1088 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2926    0.6702    1.5366 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6068    1.2350    0.0275 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7189   -1.6099    1.2797 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6425   -1.3679   -0.0830 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6832   -0.4734   -1.3858 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5420   -2.8964   -0.3243 H   0  0  0  0  0  0  0  0  0  0  0  0
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   14.7942   -2.7003   -2.7707 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.4250   -3.2600   -1.1519 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.6561   -3.4477   -1.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  1  0
 37 39  1  0
 39 40  1  0
 40 41  2  0
 20 42  1  0
 42 17  1  0
 40 35  1  0
  1 43  1  0
  1 44  1  0
  1 45  1  0
  2 46  1  0
  2 47  1  0
  3 48  1  0
  3 49  1  0
  4 50  1  0
  4 51  1  0
  5 52  1  0
  5 53  1  0
  6 54  1  0
  6 55  1  0
  7 56  1  0
  7 57  1  0
  8 58  1  0
  8 59  1  0
  9 60  1  0
  9 61  1  0
 10 62  1  0
 10 63  1  0
 11 64  1  0
 11 65  1  0
 12 66  1  0
 12 67  1  0
 13 68  1  0
 13 69  1  0
 14 70  1  0
 14 71  1  0
 15 72  1  0
 16 73  1  0
 17 74  1  0
 18 75  1  0
 18 76  1  0
 19 77  1  0
 19 78  1  0
 20 79  1  0
 21 80  1  0
 22 81  1  0
 23 82  1  0
 23 83  1  0
 24 84  1  0
 24 85  1  0
 25 86  1  0
 26 87  1  0
 27 88  1  0
 27 89  1  0
 28 90  1  0
 28 91  1  0
 29 92  1  0
 29 93  1  0
 30 94  1  0
 30 95  1  0
 31 96  1  0
 31 97  1  0
 32 98  1  0
 33 99  1  0
 34100  1  0
 34101  1  0
 36102  1  0
 37103  1  0
 38104  1  0
 38105  1  0
 38106  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -3.805  35.236   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      34.586  45.976   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.472  34.466   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.138  35.236   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.196  34.466   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.529  35.236   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.863  34.466   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.197  35.236   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.530  34.466   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.864  35.236   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.198  34.466   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.531  35.236   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.865  34.466   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      26.642  38.812   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      25.111  38.651   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      27.269  40.219   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.199  35.236   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      24.485  37.244   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      28.800  40.380   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.532  34.466   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      22.327  35.676   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      20.795  35.516   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      16.361  32.934   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      17.867  32.614   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      33.091  43.675   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      30.958  41.948   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      33.252  45.206   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      31.585  43.355   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      22.953  37.083   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      29.427  41.787   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      14.866  35.236   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      20.169  34.109   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      16.200  34.466   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      18.637  33.948   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      30.815  44.688   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      22.048  38.329   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      28.522  43.033   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      14.866  36.776   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      21.074  32.863   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      29.283  44.849   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      31.845  45.833   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      17.607  35.092   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   27                                                            
CONECT    3    1    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   17                                                       
CONECT   14   15   16                                                       
CONECT   15   14   18                                                       
CONECT   16   14   19                                                       
CONECT   17   13   20                                                       
CONECT   18   15   29                                                       
CONECT   19   16   30                                                       
CONECT   20   17   31                                                       
CONECT   21   22   29                                                       
CONECT   22   21   32                                                       
CONECT   23   24   33                                                       
CONECT   24   23   34                                                       
CONECT   25   27   28                                                       
CONECT   26   28   30                                                       
CONECT   27    2   25   41                                                  
CONECT   28   25   26   35                                                  
CONECT   29   18   21   36                                                  
CONECT   30   19   26   37                                                  
CONECT   31   20   33   38                                                  
CONECT   32   22   34   39                                                  
CONECT   33   23   31   42                                                  
CONECT   34   24   32   42                                                  
CONECT   35   28   40   41                                                  
CONECT   36   29                                                            
CONECT   37   30                                                            
CONECT   38   31                                                            
CONECT   39   32                                                            
CONECT   40   35                                                            
CONECT   41   27   35                                                       
CONECT   42   33   34                                                       
MASTER        0    0    0    0    0    0    0    0   42    0   86    0
END

COMPND    HMDB0041523
HETATM    1  C1  UNL     1     -13.069  -2.006  -0.362  1.00  0.00           C  
HETATM    2  C2  UNL     1     -11.558  -1.692  -0.097  1.00  0.00           C  
HETATM    3  C3  UNL     1     -10.877  -2.923   0.356  1.00  0.00           C  
HETATM    4  C4  UNL     1      -9.446  -2.974   0.612  1.00  0.00           C  
HETATM    5  C5  UNL     1      -8.738  -2.193   1.614  1.00  0.00           C  
HETATM    6  C6  UNL     1      -8.753  -0.699   1.457  1.00  0.00           C  
HETATM    7  C7  UNL     1      -7.928  -0.028   2.511  1.00  0.00           C  
HETATM    8  C8  UNL     1      -7.806   1.432   2.508  1.00  0.00           C  
HETATM    9  C9  UNL     1      -7.067   2.156   1.464  1.00  0.00           C  
HETATM   10  C10 UNL     1      -7.512   1.993   0.069  1.00  0.00           C  
HETATM   11  C11 UNL     1      -6.683   2.940  -0.835  1.00  0.00           C  
HETATM   12  C12 UNL     1      -5.221   2.571  -0.725  1.00  0.00           C  
HETATM   13  C13 UNL     1      -4.438   3.496  -1.632  1.00  0.00           C  
HETATM   14  C14 UNL     1      -2.957   3.228  -1.603  1.00  0.00           C  
HETATM   15  C15 UNL     1      -2.663   1.835  -2.042  1.00  0.00           C  
HETATM   16  O1  UNL     1      -3.114   1.624  -3.339  1.00  0.00           O  
HETATM   17  C16 UNL     1      -1.193   1.470  -1.928  1.00  0.00           C  
HETATM   18  C17 UNL     1      -1.110  -0.015  -2.208  1.00  0.00           C  
HETATM   19  C18 UNL     1      -1.409  -0.556  -0.807  1.00  0.00           C  
HETATM   20  C19 UNL     1      -0.758   0.509   0.045  1.00  0.00           C  
HETATM   21  C20 UNL     1       0.630  -0.036   0.387  1.00  0.00           C  
HETATM   22  O2  UNL     1       0.482  -1.199   1.121  1.00  0.00           O  
HETATM   23  C21 UNL     1       1.472   0.973   1.065  1.00  0.00           C  
HETATM   24  C22 UNL     1       2.841   0.487   1.449  1.00  0.00           C  
HETATM   25  C23 UNL     1       3.694  -0.001   0.354  1.00  0.00           C  
HETATM   26  O3  UNL     1       3.181  -1.096  -0.335  1.00  0.00           O  
HETATM   27  C24 UNL     1       5.159  -0.284   0.747  1.00  0.00           C  
HETATM   28  C25 UNL     1       5.856   0.897   1.223  1.00  0.00           C  
HETATM   29  C26 UNL     1       7.235   0.898   1.681  1.00  0.00           C  
HETATM   30  C27 UNL     1       8.378   0.496   0.865  1.00  0.00           C  
HETATM   31  C28 UNL     1       8.505  -0.905   0.402  1.00  0.00           C  
HETATM   32  C29 UNL     1       9.764  -1.089  -0.462  1.00  0.00           C  
HETATM   33  O4  UNL     1       9.848  -2.404  -0.870  1.00  0.00           O  
HETATM   34  C30 UNL     1      10.958  -0.618   0.305  1.00  0.00           C  
HETATM   35  C31 UNL     1      12.222  -0.789  -0.486  1.00  0.00           C  
HETATM   36  C32 UNL     1      13.240  -1.525  -0.093  1.00  0.00           C  
HETATM   37  C33 UNL     1      14.295  -1.446  -1.132  1.00  0.00           C  
HETATM   38  C34 UNL     1      14.562  -2.809  -1.694  1.00  0.00           C  
HETATM   39  O5  UNL     1      13.766  -0.615  -2.141  1.00  0.00           O  
HETATM   40  C35 UNL     1      12.500  -0.184  -1.785  1.00  0.00           C  
HETATM   41  O6  UNL     1      11.752   0.584  -2.471  1.00  0.00           O  
HETATM   42  O7  UNL     1      -0.696   1.669  -0.669  1.00  0.00           O  
HETATM   43  H1  UNL     1     -13.701  -1.153  -0.132  1.00  0.00           H  
HETATM   44  H2  UNL     1     -13.137  -2.254  -1.435  1.00  0.00           H  
HETATM   45  H3  UNL     1     -13.296  -2.925   0.196  1.00  0.00           H  
HETATM   46  H4  UNL     1     -11.184  -1.225  -1.005  1.00  0.00           H  
HETATM   47  H5  UNL     1     -11.653  -0.887   0.684  1.00  0.00           H  
HETATM   48  H6  UNL     1     -11.474  -3.320   1.241  1.00  0.00           H  
HETATM   49  H7  UNL     1     -11.102  -3.712  -0.437  1.00  0.00           H  
HETATM   50  H8  UNL     1      -8.907  -2.829  -0.396  1.00  0.00           H  
HETATM   51  H9  UNL     1      -9.204  -4.087   0.815  1.00  0.00           H  
HETATM   52  H10 UNL     1      -9.007  -2.489   2.668  1.00  0.00           H  
HETATM   53  H11 UNL     1      -7.630  -2.470   1.571  1.00  0.00           H  
HETATM   54  H12 UNL     1      -9.833  -0.388   1.633  1.00  0.00           H  
HETATM   55  H13 UNL     1      -8.508  -0.384   0.461  1.00  0.00           H  
HETATM   56  H14 UNL     1      -6.900  -0.525   2.576  1.00  0.00           H  
HETATM   57  H15 UNL     1      -8.375  -0.329   3.518  1.00  0.00           H  
HETATM   58  H16 UNL     1      -8.894   1.832   2.438  1.00  0.00           H  
HETATM   59  H17 UNL     1      -7.523   1.817   3.550  1.00  0.00           H  
HETATM   60  H18 UNL     1      -7.078   3.254   1.745  1.00  0.00           H  
HETATM   61  H19 UNL     1      -5.971   1.814   1.587  1.00  0.00           H  
HETATM   62  H20 UNL     1      -8.580   2.122  -0.063  1.00  0.00           H  
HETATM   63  H21 UNL     1      -7.218   0.980  -0.326  1.00  0.00           H  
HETATM   64  H22 UNL     1      -7.015   2.733  -1.870  1.00  0.00           H  
HETATM   65  H23 UNL     1      -6.916   3.960  -0.505  1.00  0.00           H  
HETATM   66  H24 UNL     1      -4.801   2.721   0.293  1.00  0.00           H  
HETATM   67  H25 UNL     1      -5.148   1.507  -0.987  1.00  0.00           H  
HETATM   68  H26 UNL     1      -4.844   3.537  -2.660  1.00  0.00           H  
HETATM   69  H27 UNL     1      -4.571   4.524  -1.201  1.00  0.00           H  
HETATM   70  H28 UNL     1      -2.507   3.949  -2.346  1.00  0.00           H  
HETATM   71  H29 UNL     1      -2.507   3.453  -0.624  1.00  0.00           H  
HETATM   72  H30 UNL     1      -3.247   1.119  -1.386  1.00  0.00           H  
HETATM   73  H31 UNL     1      -2.320   1.731  -3.935  1.00  0.00           H  
HETATM   74  H32 UNL     1      -0.635   2.042  -2.671  1.00  0.00           H  
HETATM   75  H33 UNL     1      -0.073  -0.244  -2.481  1.00  0.00           H  
HETATM   76  H34 UNL     1      -1.868  -0.382  -2.900  1.00  0.00           H  
HETATM   77  H35 UNL     1      -0.917  -1.546  -0.678  1.00  0.00           H  
HETATM   78  H36 UNL     1      -2.494  -0.604  -0.630  1.00  0.00           H  
HETATM   79  H37 UNL     1      -1.352   0.599   0.978  1.00  0.00           H  
HETATM   80  H38 UNL     1       1.139  -0.327  -0.585  1.00  0.00           H  
HETATM   81  H39 UNL     1       0.650  -2.003   0.575  1.00  0.00           H  
HETATM   82  H40 UNL     1       0.960   1.207   2.055  1.00  0.00           H  
HETATM   83  H41 UNL     1       1.519   1.951   0.518  1.00  0.00           H  
HETATM   84  H42 UNL     1       3.326   1.378   1.954  1.00  0.00           H  
HETATM   85  H43 UNL     1       2.649  -0.305   2.244  1.00  0.00           H  
HETATM   86  H44 UNL     1       3.705   0.826  -0.432  1.00  0.00           H  
HETATM   87  H45 UNL     1       3.917  -1.663  -0.709  1.00  0.00           H  
HETATM   88  H46 UNL     1       5.105  -1.076   1.522  1.00  0.00           H  
HETATM   89  H47 UNL     1       5.553  -0.738  -0.195  1.00  0.00           H  
HETATM   90  H48 UNL     1       5.776   1.692   0.400  1.00  0.00           H  
HETATM   91  H49 UNL     1       5.218   1.353   2.060  1.00  0.00           H  
HETATM   92  H50 UNL     1       7.303   0.275   2.646  1.00  0.00           H  
HETATM   93  H51 UNL     1       7.506   1.933   2.109  1.00  0.00           H  
HETATM   94  H52 UNL     1       9.293   0.670   1.537  1.00  0.00           H  
HETATM   95  H53 UNL     1       8.607   1.235   0.027  1.00  0.00           H  
HETATM   96  H54 UNL     1       8.719  -1.610   1.280  1.00  0.00           H  
HETATM   97  H55 UNL     1       7.642  -1.368  -0.083  1.00  0.00           H  
HETATM   98  H56 UNL     1       9.683  -0.473  -1.386  1.00  0.00           H  
HETATM   99  H57 UNL     1      10.542  -2.896  -0.324  1.00  0.00           H  
HETATM  100  H58 UNL     1      10.900   0.496   0.459  1.00  0.00           H  
HETATM  101  H59 UNL     1      11.004  -1.190   1.239  1.00  0.00           H  
HETATM  102  H60 UNL     1      13.257  -2.077   0.839  1.00  0.00           H  
HETATM  103  H61 UNL     1      15.198  -0.991  -0.657  1.00  0.00           H  
HETATM  104  H62 UNL     1      14.794  -2.700  -2.771  1.00  0.00           H  
HETATM  105  H63 UNL     1      15.425  -3.260  -1.152  1.00  0.00           H  
HETATM  106  H64 UNL     1      13.656  -3.448  -1.579  1.00  0.00           H  
CONECT    1    2   43   44   45
CONECT    2    3   46   47
CONECT    3    4   48   49
CONECT    4    5   50   51
CONECT    5    6   52   53
CONECT    6    7   54   55
CONECT    7    8   56   57
CONECT    8    9   58   59
CONECT    9   10   60   61
CONECT   10   11   62   63
CONECT   11   12   64   65
CONECT   12   13   66   67
CONECT   13   14   68   69
CONECT   14   15   70   71
CONECT   15   16   17   72
CONECT   16   73
CONECT   17   18   42   74
CONECT   18   19   75   76
CONECT   19   20   77   78
CONECT   20   21   42   79
CONECT   21   22   23   80
CONECT   22   81
CONECT   23   24   82   83
CONECT   24   25   84   85
CONECT   25   26   27   86
CONECT   26   87
CONECT   27   28   88   89
CONECT   28   29   90   91
CONECT   29   30   92   93
CONECT   30   31   94   95
CONECT   31   32   96   97
CONECT   32   33   34   98
CONECT   33   99
CONECT   34   35  100  101
CONECT   35   36   36   40
CONECT   36   37  102
CONECT   37   38   39  103
CONECT   38  104  105  106
CONECT   39   40
CONECT   40   41   41
END

HMDB0041523
     RDKit          3D
cis-Goniothalamicin
106107  0  0  0  0  0  0  0  0999 V2000
  -13.0691   -2.0064   -0.3619 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5584   -1.6918   -0.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8766   -2.9233    0.3556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4458   -2.9742    0.6117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7378   -2.1928    1.6136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7528   -0.6990    1.4566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9285   -0.0278    2.5114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8065    1.4320    2.5077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0671    2.1558    1.4641 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6299   -0.0365    0.3868 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4822   -1.1992    1.1208 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.2346    0.8984    1.6805 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.8482   -2.4045   -0.8704 O   0  0  0  0  0  0  0  0  0  0  0  0
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   13.2396   -1.5253   -0.0934 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.6832   -0.4734   -1.3858 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5420   -2.8964   -0.3243 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Bromodibenzothiophene	HMDB
Goniothalamicin	MeSH

Chemical Formula

C₃₅H₆₄O₇

Average Molecular Weight

596.8785

Monoisotopic Molecular Weight

596.465204402

IUPAC Name

5-methyl-3-{2,8,11-trihydroxy-11-[5-(1-hydroxypentadecyl)oxolan-2-yl]undecyl}-2,5-dihydrofuran-2-one

Traditional Name

goniothalamicin

CAS Registry Number

172586-14-0

SMILES

CCCCCCCCCCCCCCC(O)C1CCC(O1)C(O)CCC(O)CCCCCC(O)CC1=CC(C)OC1=O

InChI Identifier

InChI=1S/C35H64O7/c1-3-4-5-6-7-8-9-10-11-12-13-17-20-31(38)33-23-24-34(42-33)32(39)22-21-29(36)18-15-14-16-19-30(37)26-28-25-27(2)41-35(28)40/h25,27,29-34,36-39H,3-24,26H2,1-2H3

InChI Key

NBVJDUCRUAUMAA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as annonaceous acetogenins. These are waxy derivatives of fatty acids (usually C32 or C34), containing a terminal carboxylic acid combined with a 2-propanol unit at the C-2 position to form a methyl- substituted alpha,beta-unsaturated-gamma-lactone. One of their interesting structural features is a single, adjacent, or nonadjacent tetrahydrofuran (THF) or tetrahydropyran (THP) system with one or two flanking hydroxyl group(s) at the center of a long hydrocarbon chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohols

Direct Parent

Annonaceous acetogenins

Alternative Parents

Substituents

Annonaceae acetogenin skeleton
Long chain fatty alcohol
2-furanone
Dihydrofuran
Tetrahydrofuran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Lactone
Secondary alcohol
Monocarboxylic acid or derivatives
Oxacycle
Ether
Dialkyl ether
Carboxylic acid derivative
Polyol
Organoheterocyclic compound
Organooxygen compound
Hydrocarbon derivative
Alcohol
Carbonyl group
Organic oxide
Organic oxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0041523)
Cell membrane (HMDB: HMDB0041523)

Biofluid or Excreta

Urine (HMDB: HMDB0041523)

Cellular substructure

Extracellular (HMDB: HMDB0041523)
Membrane (HMDB: HMDB0041523)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041523)

Source

Endogenous

Endogenous (HMDB: HMDB0041523)

Plant

Plant (HMDB: HMDB0041523)

Animal

Animal (HMDB: HMDB0041523)

Exogenous

Food

Food (HMDB: HMDB0041523)

Fruit

Fruits (FooDB: FOOD00871)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0041523)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0041523)

Cellular process

Cell signaling (HMDB: HMDB0041523)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0041523)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0041523)

Nutrient

Nutrient (HMDB: HMDB0041523)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0041523)

Emulsifier (HMDB: HMDB0041523)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	80 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0017 g/L	ALOGPS
logP	6.31	ALOGPS
logP	7.71	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	13.83	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	116.45 Å²	ChemAxon
Rotatable Bond Count	26	ChemAxon
Refractivity	169.34 m³·mol⁻¹	ChemAxon
Polarizability	74.8 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	250.005	31661259
DarkChem	[M-H]-	244.033	31661259
DeepCCS	[M+H]+	252.385	30932474
DeepCCS	[M-H]-	250.027	30932474
DeepCCS	[M-2H]-	283.161	30932474
DeepCCS	[M+Na]+	258.478	30932474
AllCCS	[M+H]+	268.4	32859911
AllCCS	[M+H-H2O]+	267.3	32859911
AllCCS	[M+NH4]+	269.4	32859911
AllCCS	[M+Na]+	269.7	32859911
AllCCS	[M-H]-	238.6	32859911
AllCCS	[M+Na-2H]-	243.0	32859911
AllCCS	[M+HCOO]-	248.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
cis-Goniothalamicin	CCCCCCCCCCCCCCC(O)C1CCC(O1)C(O)CCC(O)CCCCCC(O)CC1=CC(C)OC1=O	4473.2	Standard polar	33892256
cis-Goniothalamicin	CCCCCCCCCCCCCCC(O)C1CCC(O1)C(O)CCC(O)CCCCCC(O)CC1=CC(C)OC1=O	3867.2	Standard non polar	33892256
cis-Goniothalamicin	CCCCCCCCCCCCCCC(O)C1CCC(O1)C(O)CCC(O)CCCCCC(O)CC1=CC(C)OC1=O	4572.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
cis-Goniothalamicin,1TMS,isomer #1	CCCCCCCCCCCCCCC(O[Si](C)(C)C)C1CCC(C(O)CCC(O)CCCCCC(O)CC2=CC(C)OC2=O)O1	4664.3	Semi standard non polar	33892256
cis-Goniothalamicin,1TMS,isomer #2	CCCCCCCCCCCCCCC(O)C1CCC(C(CCC(O)CCCCCC(O)CC2=CC(C)OC2=O)O[Si](C)(C)C)O1	4674.5	Semi standard non polar	33892256
cis-Goniothalamicin,1TMS,isomer #3	CCCCCCCCCCCCCCC(O)C1CCC(C(O)CCC(CCCCCC(O)CC2=CC(C)OC2=O)O[Si](C)(C)C)O1	4701.2	Semi standard non polar	33892256
cis-Goniothalamicin,1TMS,isomer #4	CCCCCCCCCCCCCCC(O)C1CCC(C(O)CCC(O)CCCCCC(CC2=CC(C)OC2=O)O[Si](C)(C)C)O1	4679.4	Semi standard non polar	33892256
cis-Goniothalamicin,2TMS,isomer #1	CCCCCCCCCCCCCCC(O[Si](C)(C)C)C1CCC(C(CCC(O)CCCCCC(O)CC2=CC(C)OC2=O)O[Si](C)(C)C)O1	4641.6	Semi standard non polar	33892256
cis-Goniothalamicin,2TMS,isomer #2	CCCCCCCCCCCCCCC(O[Si](C)(C)C)C1CCC(C(O)CCC(CCCCCC(O)CC2=CC(C)OC2=O)O[Si](C)(C)C)O1	4633.1	Semi standard non polar	33892256
cis-Goniothalamicin,2TMS,isomer #3	CCCCCCCCCCCCCCC(O[Si](C)(C)C)C1CCC(C(O)CCC(O)CCCCCC(CC2=CC(C)OC2=O)O[Si](C)(C)C)O1	4616.1	Semi standard non polar	33892256
cis-Goniothalamicin,2TMS,isomer #4	CCCCCCCCCCCCCCC(O)C1CCC(C(CCC(CCCCCC(O)CC2=CC(C)OC2=O)O[Si](C)(C)C)O[Si](C)(C)C)O1	4641.9	Semi standard non polar	33892256
cis-Goniothalamicin,2TMS,isomer #5	CCCCCCCCCCCCCCC(O)C1CCC(C(CCC(O)CCCCCC(CC2=CC(C)OC2=O)O[Si](C)(C)C)O[Si](C)(C)C)O1	4630.2	Semi standard non polar	33892256
cis-Goniothalamicin,2TMS,isomer #6	CCCCCCCCCCCCCCC(O)C1CCC(C(O)CCC(CCCCCC(CC2=CC(C)OC2=O)O[Si](C)(C)C)O[Si](C)(C)C)O1	4629.6	Semi standard non polar	33892256
cis-Goniothalamicin,3TMS,isomer #1	CCCCCCCCCCCCCCC(O[Si](C)(C)C)C1CCC(C(CCC(CCCCCC(O)CC2=CC(C)OC2=O)O[Si](C)(C)C)O[Si](C)(C)C)O1	4574.6	Semi standard non polar	33892256
cis-Goniothalamicin,3TMS,isomer #2	CCCCCCCCCCCCCCC(O[Si](C)(C)C)C1CCC(C(CCC(O)CCCCCC(CC2=CC(C)OC2=O)O[Si](C)(C)C)O[Si](C)(C)C)O1	4556.9	Semi standard non polar	33892256
cis-Goniothalamicin,3TMS,isomer #3	CCCCCCCCCCCCCCC(O[Si](C)(C)C)C1CCC(C(O)CCC(CCCCCC(CC2=CC(C)OC2=O)O[Si](C)(C)C)O[Si](C)(C)C)O1	4534.6	Semi standard non polar	33892256
cis-Goniothalamicin,3TMS,isomer #4	CCCCCCCCCCCCCCC(O)C1CCC(C(CCC(CCCCCC(CC2=CC(C)OC2=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)O1	4540.3	Semi standard non polar	33892256
cis-Goniothalamicin,4TMS,isomer #1	CCCCCCCCCCCCCCC(O[Si](C)(C)C)C1CCC(C(CCC(CCCCCC(CC2=CC(C)OC2=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)O1	4457.2	Semi standard non polar	33892256
cis-Goniothalamicin,1TBDMS,isomer #1	CCCCCCCCCCCCCCC(O[Si](C)(C)C(C)(C)C)C1CCC(C(O)CCC(O)CCCCCC(O)CC2=CC(C)OC2=O)O1	4885.4	Semi standard non polar	33892256
cis-Goniothalamicin,1TBDMS,isomer #2	CCCCCCCCCCCCCCC(O)C1CCC(C(CCC(O)CCCCCC(O)CC2=CC(C)OC2=O)O[Si](C)(C)C(C)(C)C)O1	4895.8	Semi standard non polar	33892256
cis-Goniothalamicin,1TBDMS,isomer #3	CCCCCCCCCCCCCCC(O)C1CCC(C(O)CCC(CCCCCC(O)CC2=CC(C)OC2=O)O[Si](C)(C)C(C)(C)C)O1	4915.7	Semi standard non polar	33892256
cis-Goniothalamicin,1TBDMS,isomer #4	CCCCCCCCCCCCCCC(O)C1CCC(C(O)CCC(O)CCCCCC(CC2=CC(C)OC2=O)O[Si](C)(C)C(C)(C)C)O1	4902.5	Semi standard non polar	33892256
cis-Goniothalamicin,2TBDMS,isomer #1	CCCCCCCCCCCCCCC(O[Si](C)(C)C(C)(C)C)C1CCC(C(CCC(O)CCCCCC(O)CC2=CC(C)OC2=O)O[Si](C)(C)C(C)(C)C)O1	5079.6	Semi standard non polar	33892256
cis-Goniothalamicin,2TBDMS,isomer #2	CCCCCCCCCCCCCCC(O[Si](C)(C)C(C)(C)C)C1CCC(C(O)CCC(CCCCCC(O)CC2=CC(C)OC2=O)O[Si](C)(C)C(C)(C)C)O1	5081.3	Semi standard non polar	33892256
cis-Goniothalamicin,2TBDMS,isomer #3	CCCCCCCCCCCCCCC(O[Si](C)(C)C(C)(C)C)C1CCC(C(O)CCC(O)CCCCCC(CC2=CC(C)OC2=O)O[Si](C)(C)C(C)(C)C)O1	5071.7	Semi standard non polar	33892256
cis-Goniothalamicin,2TBDMS,isomer #4	CCCCCCCCCCCCCCC(O)C1CCC(C(CCC(CCCCCC(O)CC2=CC(C)OC2=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O1	5087.6	Semi standard non polar	33892256
cis-Goniothalamicin,2TBDMS,isomer #5	CCCCCCCCCCCCCCC(O)C1CCC(C(CCC(O)CCCCCC(CC2=CC(C)OC2=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O1	5080.4	Semi standard non polar	33892256
cis-Goniothalamicin,2TBDMS,isomer #6	CCCCCCCCCCCCCCC(O)C1CCC(C(O)CCC(CCCCCC(CC2=CC(C)OC2=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O1	5100.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - cis-Goniothalamicin GC-MS (Non-derivatized) - 70eV, Positive	splash10-00p1-1389240000-2c9fda8e3836ed316584	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-Goniothalamicin GC-MS (1 TMS) - 70eV, Positive	splash10-0ldi-5149527000-161a2dd95f11efec240e	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-Goniothalamicin GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-Goniothalamicin GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-Goniothalamicin GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-Goniothalamicin GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-Goniothalamicin GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-Goniothalamicin GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-Goniothalamicin GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-Goniothalamicin GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-Goniothalamicin GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-Goniothalamicin GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-Goniothalamicin GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-Goniothalamicin GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-Goniothalamicin GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-Goniothalamicin GC-MS (TMS_4_1) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-Goniothalamicin GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-Goniothalamicin GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-Goniothalamicin GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-Goniothalamicin GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-Goniothalamicin GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-Goniothalamicin GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-Goniothalamicin GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-Goniothalamicin GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - cis-Goniothalamicin GC-MS (TBDMS_2_5) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-Goniothalamicin 10V, Positive-QTOF	splash10-01t9-0010090000-09144a38d8de16ac2c93	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-Goniothalamicin 20V, Positive-QTOF	splash10-0ika-1941560000-9c47624805034198f487	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-Goniothalamicin 40V, Positive-QTOF	splash10-0hgn-3942240000-bac733e64f3c01a639cc	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-Goniothalamicin 10V, Negative-QTOF	splash10-0002-0000090000-3e6d52a6bad188af7851	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-Goniothalamicin 20V, Negative-QTOF	splash10-0002-9222260000-4ee038340e8fc94d4892	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-Goniothalamicin 40V, Negative-QTOF	splash10-014i-4295320000-82b9b950fb99a357b8a2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-Goniothalamicin 10V, Negative-QTOF	splash10-0002-2001290000-48a3769b70a233be582c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-Goniothalamicin 20V, Negative-QTOF	splash10-002b-1483490000-e08d57d7e5d1bab53c01	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-Goniothalamicin 40V, Negative-QTOF	splash10-0api-6592110000-c505589d8696eb2dd536	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-Goniothalamicin 10V, Positive-QTOF	splash10-03fr-1010390000-37a5492f535d6dd2ed23	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-Goniothalamicin 20V, Positive-QTOF	splash10-03di-3101290000-10ff30616a96d16844df	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - cis-Goniothalamicin 40V, Positive-QTOF	splash10-0006-9100000000-a0c7cfdc9895f5f26d9c	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB021499

KNApSAcK ID

C00044123

Chemspider ID

317754

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

357928

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for cis-Goniothalamicin (HMDB0041523)

MOL for HMDB0041523 (cis-Goniothalamicin)

3D MOL for HMDB0041523 (cis-Goniothalamicin)

3D SDF for HMDB0041523 (cis-Goniothalamicin)

3D-SDF for HMDB0041523 (cis-Goniothalamicin)

PDB for HMDB0041523 (cis-Goniothalamicin)

3D PDB for HMDB0041523 (cis-Goniothalamicin)

SMILES for HMDB0041523 (cis-Goniothalamicin)

INCHI for HMDB0041523 (cis-Goniothalamicin)

Structure for HMDB0041523 (cis-Goniothalamicin)

3D Structure for HMDB0041523 (cis-Goniothalamicin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra